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Cheap flights from Alabama to Chicago from $47

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Alabama to Chicago departing on 10/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Frontier Logo
5:40 pm - 6:39 pmATL-MDW
1h 59mnonstop
Frontier Logo
1:56 pm - 4:54 pmMDW-ATL
1h 58mnonstop
$77Frontier
Find Deal
Fri, Nov 14 - Tue, Nov 18
Frontier Logo
3:00 pm - 3:58 pmATL-MDW
1h 58mnonstop
Frontier Logo
8:05 am - 11:13 amMDW-ATL
2h 08mnonstop
$81Frontier
Find Deal
Tue, Sep 30 - Wed, Oct 8
Allegiant Air Logo
8:00 am - 10:17 amVPS-MDW
2h 17mnonstop
Allegiant Air Logo
11:07 am - 1:12 pmMDW-VPS
2h 05mnonstop
$128Allegiant Air
Find Deal
Thu, Oct 2 - Sun, Oct 5
Allegiant Air Logo
8:00 am - 10:17 amVPS-MDW
2h 17mnonstop
Allegiant Air Logo
11:07 am - 1:12 pmMDW-VPS
2h 05mnonstop
$133Allegiant Air
Find Deal
Thu, Oct 16 - Sun, Oct 19
Delta Logo
5:54 am - 9:40 amCHA-MDW
4h 46m1 stop
Delta Logo
6:00 am - 12:52 pmMDW-CHA
5h 52m1 stop
$209Delta
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Thu, Oct 16 - Wed, Oct 22
Delta Logo
5:43 am - 9:45 amMOB-MDW
4h 02m1 stop
Delta Logo
10:35 am - 3:39 pmMDW-MOB
5h 04m1 stop
$211Delta
Find Deal
Sat, Nov 1 - Sat, Nov 8
Southwest Logo
5:30 pm - 11:30 pmPNS-MDW
6h 00m1 stop
Southwest Logo
12:25 pm - 6:35 pmMDW-PNS
6h 10m1 stop
$229Southwest
Find Deal
Fri, Nov 14 - Mon, Nov 17
Southwest Logo
7:20 am - 6:55 pmPNS-MDW
11h 35m2 stops
Southwest Logo
5:05 am - 11:15 amMDW-PNS
6h 10m1 stop
$234Southwest
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Thu, Nov 27 - Mon, Dec 1
Multiple Airlines Logo
5:02 pm - 10:21 amVPS-MDW
41h 19m2 stops
Multiple Airlines Logo
11:07 am - 1:12 pmMDW-VPS
2h 05mnonstop
$242Multiple Airlines
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Thu, Oct 2 - Sun, Oct 5
Multiple Airlines Logo
5:52 pm - 10:21 amCHA-MDW
17h 29m1 stop
Multiple Airlines Logo
5:20 pm - 1:50 pmMDW-CHA
43h 30m2 stops
$246Multiple Airlines
Find Deal
Fri, Oct 3 - Tue, Oct 7

Frontier flights from Alabama to Chicago Midway Airport

Our best Frontier deals on Alabama to Chicago Midway Airport flight tickets
Frontier
Nov 14
ATL5:40 pmAtlanta Hartsfield-Jackson
1h 59m
MDW6:39 pmChicago Midway
Nov 18
MDW1:56 pmChicago Midway
1h 58m
ATL4:54 pmAtlanta Hartsfield-Jackson
$77
Find similar
Frontier
Sep 30
ATL3:00 pmAtlanta Hartsfield-Jackson
1h 58m
MDW3:58 pmChicago Midway
Oct 8
MDW8:05 amChicago Midway
2h 08m
ATL11:13 amAtlanta Hartsfield-Jackson
$81
Find similar
Frontier
Nov 13
ATL9:00 pmAtlanta Hartsfield-Jackson
2h 03m
MDW10:03 pmChicago Midway
Nov 17
MDW6:15 amChicago Midway
2h 14m
ATL9:29 amAtlanta Hartsfield-Jackson
$82
Find similar

Southwest flights from Alabama to Chicago Midway Airport

Our best Southwest deals on Alabama to Chicago Midway Airport flight tickets
Southwest
Nov 14
PNS5:30 pmPensacola
6h 00m
1 stop
MDW11:30 pmChicago Midway
Nov 17
MDW12:25 pmChicago Midway
6h 10m
1 stop
PNS6:35 pmPensacola
$229
Find similar
Southwest
Nov 27
PNS7:20 amPensacola
11h 35m
2 stops
MDW6:55 pmChicago Midway
Dec 1
MDW5:05 amChicago Midway
6h 10m
1 stop
PNS11:15 amPensacola
$234
Find similar
Southwest
Oct 24
PNS7:35 pmPensacola
3h 40m
1 stop
MDW11:15 pmChicago Midway
Oct 27
MDW9:30 amChicago Midway
12h 25m
2 stops
PNS9:55 pmPensacola
$240
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Alabama to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 19, 2025.
Use the filters below to find and compare flights from Alabama to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Fri 11/14

5:40 pm-6:39 pm

Nonstop1h 59m

Chicago Midway

Tue 11/18

1:56 pm-4:54 pm

Nonstop1h 58m

$77

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Tue 9/30

3:00 pm-3:58 pm

Nonstop1h 58m

Chicago Midway

Wed 10/8

8:05 am-11:13 am

Nonstop2h 08m

$81

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/2

8:00 am-10:17 am

Nonstop2h 17m

Chicago Midway

Sun 10/5

11:07 am-1:12 pm

Nonstop2h 05m

$128

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/16

8:00 am-10:17 am

Nonstop2h 17m

Chicago Midway

Sun 10/19

11:07 am-1:12 pm

Nonstop2h 05m

$133

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Thu 10/16

5:54 am-9:40 am

1 stop4h 46m

Chicago Midway

Wed 10/22

6:00 am-12:52 pm

1 stop5h 52m

$209

MobileChicago

MOB - MDW

MOBMDW

Mobile

Sat 11/1

5:43 am-9:45 am

1 stop4h 02m

Chicago Midway

Sat 11/8

10:35 am-3:39 pm

1 stop5h 04m

$211

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Fri 11/14

5:30 pm-11:30 pm

1 stop6h 00m

Chicago Midway

Mon 11/17

12:25 pm-6:35 pm

1 stop6h 10m

$229

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Thu 11/27

7:20 am-6:55 pm

2 stops11h 35m

Chicago Midway

Mon 12/1

5:05 am-11:15 am

1 stop6h 10m

$234

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/2

5:02 pm-10:21 am

2 stops41h 19m

Chicago Midway

Sun 10/5

11:07 am-1:12 pm

Nonstop2h 05m

$242

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Fri 10/3

5:52 pm-10:21 am

1 stop17h 29m

Chicago Midway

Tue 10/7

5:20 pm-1:50 pm

2 stops43h 30m

$246

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Alabama to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Monday is the cheapest day to fly to Chicago Midway Airport from Alabama. The lowest ticket price found for a Monday departure recently was $387. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Alabama because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $429.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Alabama at noon is the least expensive time of day to depart. momondo users have found prices as low as $386 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $409. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Alabama to Chicago Midway flight route?

Fly from Birmingham to Chicago Midway for the best Alabama - Chicago Midway flight prices

What cabin class options are available on Alabama to Chicago Midway flights?

There is only 1 cabin class available to choose from on Alabama to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Alabama to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Alabama to Chicago Midway Airport.

Cheap Alabama to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alabama to Chicago Midway Airport

Best Price Found

$263

Fastest flight time

1h 45m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Alabama in the past 72 hours is $263. The best round-trip flight deal from Alabama to Chicago Midway Airport found on momondo in the last 72 hours is $280.
The fastest flight from Alabama to Chicago Midway Airport takes 1h 45m
Direct flights go from Alabama to Chicago Midway Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Alabama to Chicago Midway Airport?

    Prices for flights from Alabama to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Alabama to Chicago Midway Airport?

  • How old do you have to be to fly from Alabama to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Alabama to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Alabama to Chicago Midway Airport?

Best airlines flying from Alabama to Chicago Midway Airport

Compare and see reviews for airlines that fly from Alabama to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $206Free CancellationRating
7.9
7,964 reviews
Search Delta flights
SouthwestPriceFrom $260Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Munster
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Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Alabama to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Alabama to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Alabama to Chicago with flexible booking policies on momondo?

Flights from Alabama to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Alabama to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Alabama. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Alabama to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Alabama to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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